||This article needs more medical references for verification or relies too heavily on primary sources. (December 2014)|
|Jmol-3D images||Image 1
|Molar mass||195.26 g/mol|
|Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)|
|(what is: / ?)|
DMA, or dimethoxyamphetamine, is a series of lesser-known psychedelic drugs similar in structure to amphetamine and to trimethoxyamphetamine (TMA). They were first collectively charictarized by Alexander Shulgin in his book PiHKAL (Phenethylamines I Have Known And Loved). Little is known about their dangers or toxicity.
- Dosage: 60 mg or greater
- Duration: "Probably short."
- Effects: stimulative, amphetamine-like effects
- CAS Number: 2801-68-5
- Dosage: 80–160 mg
- Duration: 6–8 hours
- Effects: Mydriasis, increase in heart rate
- History: 2,5-DMA was first synthesized in Tuckahoe, New York by Richard Baltzly and Johannes S. Buck in 1939.
- Dosage: 160 milligrams orally
- Duration: unknown
- Effects: Mescaline-like visuals
- History: Experiments on psychiatric patients who were given 3,4-DMA at dosages of 70 mg to 700 mg by IV injection took place at the New York State Psychiatric Institute and other places in the early 1960’s and were carried out by the U.S. Army's chemical warfare group while researching many potentially weaponizable drugs probably as part of the Edgewood Arsenal experiments. The Edgewood Arsenal code name for 3,4-DMA was EA-1316.
Note that two other positional isomers of dimethoxyamphetamine, 2,6-DMA and 3,5-DMA, have also been made, but these drugs have not been tested in humans and their effects are unknown. However, it is likely that these compounds would also produce amphetamine-like stimulation or possibly hallucinogenic effects.
2,5-dimethoxyamphetamine is listed as a Scheduled I controlled substance at the federal level in the United States and is therefore illegal to buy, posses, and sell. 2,4-dimethoxyamphetamine, 2,6-dimethoxyamphetamine, 3,4-dimethoxyamphetamine, and 3,5-dimethoxyamphetamine are each position isomers of 2,5-dimethoxyamphetamine, they are therefore all Schedule I controlled substances as well.
- 2,5-dimethoxyphenethylamine (2C-H)
- Trimethoxyamphetamine (TMA)
- Shulgin, Alexander; Ann Shulgin (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628.
- "PiHKAL". isomerdesign.com. Retrieved 2012-03-17.
- Baltzly, Richard; Buck, Johannes S. (1940). "Amines Related to 2,5-Dimethoxyphenethylamine.". Journal of Chemical Society 62: 161–164.
- §1308.11 Schedule I.
- 2,4-DMA Entry in PiHKAL
- 2,4-DMA Entry in PiHKAL • info
- 2,5-DMA Entry in PiHKAL
- 2,5-DMA Entry in PiHKAL • info
- 3,4-DMA Entry in PiHKAL
- 3,4-DMA Entry in PiHKAL • info